155835-98-6

Basic information

• Product Name: allyl 3-deoxygalactopyranoside
• Synonyms: allyl 3-deoxygalactopyranoside
• CAS NO: 155835-98-6
• Molecular Formula: C9H16 O5
• Molecular Weight: 204.22
• Mol File: 155835-98-6.mol
• Article Data: 2

Chemical Properties

• Boiling Point: 401.2°Cat760mmHg
• Flash Point: 196.4°C
• Appearance: /
• Density: 1.26g/cm³
• Vapor Pressure: 4.19E-08mmHg at 25°C
• Refractive Index: 1.522
• CAS DataBase Reference: allyl 3-deoxygalactopyranoside(CAS DataBase Reference)
• NIST Chemistry Reference: allyl 3-deoxygalactopyranoside(155835-98-6)
• EPA Substance Registry System: allyl 3-deoxygalactopyranoside(155835-98-6)

Safety Data

• Hazardous Substances Data: 155835-98-6(Hazardous Substances Data)

Usage

InChI:InChI=1/C9H16O5/c1-2-3-13-9-7(12)4-6(11)8(5-10)14-9/h2,6-12H,1,3-5H2/t6-,7-,8-,9-/m1/s1

Upstream product

• 36204-29-2 3-deoxy-D-ribo-hexopyranose 
• 107-18-6 allyl alcohol 
• 1082903-53-4 (3aR,5S,6aR)-5-(2,2-dimethyl-1,3-dioxolan-4-yl)-2,2-dimethyl-3a,5,6,6a-tetrahydrofuro[2,3-d][1,3]dioxole 
• 115859-14-8 allyl 2,4,6-tri-O-acetyl-3-deoxy-D-ribo-hexopyranoside 

Downstream Products

• 115859-18-2 (R)-allyl 4,6-O-(phenylmethylene)-3-deoxy-α-D-ribo-hexopyranoside 
• 115859-19-3 (R)-allyl 4,6-O-(phenylmethylene)-3-deoxy-β-D-ribo-hexopyranoside 

Relevant articles and documents

Synthesis of allyl 3-deoxy- and 4-deoxy-β-D-galactopyranoside and simultaneous preparations of Gal(1 → 2)- and Gal(1 → 3)-linked disaccharide glycosides

Syntheses of galactose derivatives that are useful in probing the binding specificity of galactose-specific lectins are reported. These include allyl 3-deoxy- and 4-deoxy-β-D-xylo-hexopyranoside and several disaccharide glycosides having Gal(1 → 2) and Gal(1 → 3) linkages. The β-linked Gal disaccharide isomers were produced using 2,3,4,6-tetra-O-acetyl-α-D- galactopyranosyl bromide as glycosyl donor and the 4,6-O-benzylidene derivatives of allyl β-D-galactopyranoside, α-D-glucopyranoside, α-D- mannopyranoside, and 2-acetamido-2-deoxy-α-D-galactopyranoside as acceptors. Only the Gal(1 → 3)-linked disaccharide was obtained when the benzylidene derivatives of the mannopyranoside and 2-acetamido-2-deoxygalactopyranoside were used. Attempts at the preparation of Gal(α, 1 → 2)Gal and Gal(α, 1 → 3)Gal disaccharide glycosides were made using the same strategy, but employing the 1-trichloro-acetimidate or 1-N-methylacetimidate of 2,3,4,6- tetra-O-benzyl-D-galactopyranose as the glycosyl donor. The latter imidate produced a mixture of Gal(α, 1 → 2)Gal and Gal(α, 1 → 3)Gal derivatives as major products, but the former gave the Gal(β, 1 → 2)Gal isomer as the major product. Syntheses of galactose derivatives that are useful in probing the binding specificity of galactose-specific lectins are reported. These include allyl 3-deoxy- and 4-deoxy-β-D-xylo-hexophyranoside and several disaccharide glycosides having Gal(a→2)Gal and Gal(1→3) linkages. The β-linked Gal disaccharide isomers were produced using 2,3,4,6-tetra-O- acetyl-α-D-galactopyronosyl bromide as glycosyl donor and the 4,6-O-benzylidene deriatives of allyl β-D-galactopyranoside, α-D-glucopyranoside, α-D-manopyranoside, and 2-acetamido-2-deoxy-α-D-galactopyranoside as acceptors. Only the Gal(2→3)-linked disaccharide was obtained when the benzylidene derivatives of the mannopyranosde and 2-acetamido-2-deoxygalactopyranoside were used. Attempts at the preparation of Gal(α, 1→2)Gal and Gal(α, 1→3)Gal disaccharide glycosides were made using the same strategy, but employing the 1-trichloroacetimidate or 1-N-methylacetimidate of 2,3,4,6-tetra-O-benzyl-D-galactopyranose as the glycosyl donor. The latter imidate produced a mixture of Gal(α, 1→2)Gal and Gal(α, 1→3)Gal derivatives as major products, but the former gave the Gal(β, 1→2)Gal isomer as the major product.